After using macOS Catalina for one week, Erik Eckel shares the problems he has with using the edition.
Some OS versions are better than others. macOS Catalina? I do not believe that the introduction of the operating system is the best moment of Apple. Let me list the reasons why not.
I actually started having problems even before Catalina, macOS version 1
SEE: Top 20 Apple keyboard shortcuts for business users (free PDF) (TechRepublic)
Problems with macOS Catalina installation problems
Even macOS Catalina installation proved to be problematic. Experienced enough to recognize a person should never interrupt an OS installation or a macOS update, or restart a hard Mac by installing a new version, I had to do just that.
After staring at the Setup screen of your Mac and looking at the corresponding Rotating cursor image for hours, I was forced to look for the experiences of others with the same problem. I immediately discovered that I was not alone. Multiple users are complaining online about the same problem, with the only easily recognizable guide being to interrupt installation by pressing and holding the Mac power button. Fortunately, macOS installation continued after that, but there were worrisome moments to wonder if I would have to recover all my data from a local Time Machine backup machine.
After macOS Catalina was installed, I suspected problems with the new OS was over. I was wrong.
Problems After Installing macOS Catalina
If my Mac was a dashboard, the equivalent of multiple engine warnings and alarms displayed at boot. Apple ID, iCloud and related features generated signals. Previously validated services, such as remote desktop connectivity application, aggressively and repeatedly generated pop-ups for failure. I had to invest time in navigating System Preferences Security settings and re-enable the behavior of these applications, even though these applications were already configured.
Then I turned my attention to Mac and Apple passwords. The Apple ID window pops up repeatedly, requiring a new login, which repeatedly appears on completion. Frustrating. I expect better than Apple. Problems reminiscent of such experiences, so often associated with Windows, are the very ones that pushed me years ago to transform myself into using a Mac as my daily production platform.
In the end, I tracked down errors when logging in to Apple ID, iCloud, and a local computer until I needed to change my already complex passwords to new records. Changing all passwords, both local and cloud based, was the only solution I found to work with.
SEE: macOS Catalina: Avoid My Error and Wait Before Upgrading (ZDNet)  I had more problems solving these problems. Photos are no longer synchronized and as a result new images are missing. After many trial problems and debugging, the only solution I found to work was to completely exit iCloud and go back in, a process that literally takes days to complete the appropriate download of photos and files.
I also found Apple Pay and related credit cards no longer work on my Mac. After several attempts, in which I received only a harmless error message stating that the action was failing because the Mac security configuration had changed, I found that the solution was to simply open the lid on my Mac while re-enabling the feature. Note that the lid must not be open for facial identification or fingerprint authorization; the lid just had to be opened.
Meanwhile, by the deadline for completing a Windows-specific task, I discovered that my VMware Fusion 11 virtual machine was no longer running. This is a disappointing discovery to make at midnight in the evening before heading out of town. While this is not Apple's fault, the problem is due to the incompatibility of macOS Catalina with preinstalled software that functioned flawlessly before macOS was installed. After a free upgrade of VMware to Fusion version 11.5, I went back into business, but the whole process was anything but smooth.
Apple boasts years of experience in elegant OS upgrades. But since these problems – most of which have been confirmed to be widespread – indicate that macOS Catalina is not fully up to these typical standards. Let's hope future versions are more polished.